There is truly no better time of year to update your fall essentials in your wardrobe than before the onset of chilly weather, especially pre-Labor Day when sales are the name of the game. This includes ideal layering pieces to transition into the colder season and a few new, fresh, foundational wardrobe pieces. Since my own closet needs an update ahead of the new season, I’m shopping the great everyday basics at Everlane, & Other Stories, and Gap to find the best pieces at an affordable price point.
These three retailers—my favorite brands for affordable staples—all rarely run discounts at the same time, so shopping for them now is a must. From the cutest fall jackets to black jeans made for daily wear, you can snag layer-able basics like the cutest lightweight sweaters and floaty work dresses, which are perfect for wearing with strappy sandals now and loafers later in the season.
Keep scrolling for a curated edit of my favorite fashion editor-approved pieces. I scrolled through more than 20 pages of sale items to hand-pick the very best options for your fall outfits.
On-Sale Finds at Gap
From now until August 19, Gap will run its Friends and Family sale, offering deals of up to 40 percent off everything. Discounts are applied at checkout for reference!
The bomber jacket trend has been co-signed by Kendall Jenner and Katie Holmes, so the style belongs in your fall wardrobe this year.
Baggy jeans are everywhere right now, and this under-$50 pair is the perfect way try the trend this season.
I have several oversized blazers in my closet, and this one just made a strong case for me to add another. They're a fall wardrobe essential.
I'm picturing this denim dress styled with sheer black tights and knee-high boots. It almost looks like one that Taylor Swift would wear.
This is not technically a barn jacket, but it taps into the classic Americana trend for under $100.
This button-down shirt has a cinched waist and dramatic sleeves, making it different from the other, basic options in your closet.
We may be too old for back-to-school dressing, but this collegiate-inspired sweater from Gap reminds me of my prep school uniform (in a good way).
My sweatpants selection is looking worse for wear, so I'm picking up this pair which is on sale now for $33.
I live in oversized knits in the fall and winter, and I have my eye on this striped option right now.
Shirt dresses make getting dressed for the office easy. This pinstriped one is so cute.
On-Sale Finds at Everlane
From now until August 18, Everlane will also be running a Friends and Family sale. The brand will be offering up to 40 percent off on denim essentials. Now is the perfect time to stock up on trendy denim ahead of fall (some of which are discounted down to under $50).
Everlane's The Way-High Jeans are a best-seller for a reason. They have a cinched waist and a wide fit through the leg, and they look great on almost everyone.
File this under: another reason to shop for baggy jeans ahead of fall. Make them look more elevated by styling them with kitten heels instead of sneakers.
Jeans can be comfortable, as evidenced by this pair of so-called Super-Soft jeans from Everlane's denim range.
"The quality is the best of any jeans that I tried on in a very long time," wrote one reviewer of this pair of Cheeky Straight Jeans, on-sale now for $68.
These '90s Cheeky Jeans have racked up over 1,500 five-star reviews on Everlane's site. "These jeans are so comfortable yet very flattering," wrote one reviewer. "I love that they are made with organic cotton, they feel soft against the skin."
These $49 Cheeky Jeans sit somewhere in between a classic straight-leg pair of jeans and a skinnier option.
Summer isn't over just yet, so you should consider buying this pair of top-rated denim shorts before the warm weather disappears.
This is your reminder that you can wear white after Labor Day. And when you do, make sure you're wearing these white jeans.
On-Sale Finds at & Other Stories
& Other Stories offers an extra 30 percent off sale items until August 19. That means you can find early-fall essentials like linen pants made to be worn with knitwear (like the cutest cropped cardigan, which I also found) and a maxi skirt available in two neutral hues.
These linen trousers come in two colors and feature belt loops (a rarity for the relaxed style), making them perfect for end-of-summer work outfits.
I have a jacket like this one in my closet, and I pull it out every time the weather cools. You can snag a similar one for half-off right now.
Layer this ribbed dress underneath a sweater or over the top of a back T-shirt or turtleneck this winter.
I keep a fall-ready cardigan like this one on hand during the transitional season. It's perfect for throwing on when the weather changes quickly.
Maxi skirts like this one (which is also available in black) are perfect for mastering a monochromatic outfit.
I am a fan of an all-black outfit in the fall and winter, so this black midi dress is going to be a welcome addition to my closet.
Lean into the French girl vibe of this striped sweater by pairing it with cigarette pants and ballet flats.
This jumpsuit looks like the chicest belted trench coat. It's going to become an office outfit staple.
Elevate your basics by buying this striped black-and-white midi skirt. It works with almost any other color in your rotation.
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